| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Lovely as the Day Is Long | Redbird | 2:58 | |
| Golden | Dead Man Winter | 3:00 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Tear My Stillhouse Down | Gillian Welch | 4:32 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Knowing How It Ends | Forest Sun | 2:53 | |
| Always | John Gorka | 3:55 | |
| Ballad of Copper Junction (A Journeyman's Lament) | Jeffrey Foucault | 5:08 | |
| East Side of Town | Lucinda Williams | 4:56 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| The Whole World Round | Redbird | 2:22 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Onto You | Caitlin Canty | 3:30 | |
| Diamond in the Rough | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Like A Songbird That Has Fallen | Luther Dickinson, Amy Helm | 2:54 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
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| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Heading Home | Pieta Brown | 3:43 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Cozmina | Otis Gibbs | 4:18 | |
| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| My Ol' Radio | Malcolm Holcombe | 2:33 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Dying Just a Little | Jeffrey Foucault | 3:56 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Speed of the Sound of Loneliness | Jeffrey Foucault | 4:58 | |
| Wide River to Cross | Buddy Miller | 3:03 | |
| Florida Man | Aaron Lee Tasjan | 3:34 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Unmistakable Love | Spencer Burton | 3:55 | |
| Brand New Start | Amanda Anne Platt & the Honeycutters | 3:13 | |
| Timbre and Trail (feat. Jeffrey Foucault) | Dusty Heart, Jeffrey Foucault | 3:53 | |
| Redbird | Redbird | 2:26 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Water When The Well Is Dry | Buddy Miller | 4:51 | |
| Pale Moon | Shannon McNally | 5:12 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| A Showman's Life | Buddy Miller | 4:44 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |